绞股蓝种子中新皂苷的提取及其消炎活性研究
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摘要
为了充分利用绞股蓝种子资源,分析了绞股蓝种子活性成分,利用硅胶柱层析和半制备高效液相色谱技术得到一种三萜皂苷,并通过氢谱碳谱及二维核磁,高分辨质谱,红外光谱鉴定其结构,其结构为25-O-acetyl-cucurbitacin L 2-O-[α-rhamnopyranosyl(1→2)][α-L-arabinopyranosyl(1→3)]-β-glucopyranoside。通过对脂多糖诱导的小鼠巨噬细胞RAW 264症模型测试新化合物抑制炎症因子的能力,发现其具有一定的抗炎活性。
For the sake of the seed resources of Gynostemma pentaphyllum,We analyzed the active ingredients of gynostemma seeds,and the triterpenoid saponin was separated by silica gel column chromatography and preparative high performance liquid chromatography technology.The structure was identified by 1 H,13 C NMR,high resolution mass spectrum,infrared spectrum.The result indicated that this compound is a new compound that has not been reported,it's structure was dentified as 25-O-acetyl-cucurbitacin L 2-O-[α-rhamnopyranosyl(1→2)][α-L-arabinopyranosyl(1→3)]-β-glucopyranoside.The new compound showed that the inhibitory activities on the expression of TNF-α mRNAs in the lipopolysaccharide-induced RAW 264 mouse macrophage cells model.
For the sake of the seed resources of Gynostemma pentaphyllum,We analyzed the active ingredients of gynostemma seeds,and the triterpenoid saponin was separated by silica gel column chromatography and preparative high performance liquid chromatography technology.The structure was identified by 1 H,13 C NMR,high resolution mass spectrum,infrared spectrum.The result indicated that this compound is a new compound that has not been reported,it's structure was dentified as 25-O-acetyl-cucurbitacin L 2-O-[α-rhamnopyranosyl(1→2)][α-L-arabinopyranosyl(1→3)]-β-glucopyranoside.The new compound showed that the inhibitory activities on the expression of TNF-α mRNAs in the lipopolysaccharide-induced RAW 264 mouse macrophage cells model.
引文
[1]周建华,张兴亚.绞股蓝开发研究新进展及应用[J].食品科技,2010,35(2):74-77.
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[4] Norberg,?ke,et al.A novel insulin-releasing substance,phanoside,from the plant Gynostemma pentaphyllum[J].Journal of Biological Chemistry,2004,279(40):41361-41367.
[5] Cheng,Tse-Chou,et al.Antiproliferation effect and apoptosis mechanism of prostate cancer cell PC-3 by flavonoids and saponins prepared from Gynostemma pentaphyllum[J].Journal of Agricultural and Food Chemistry.2011,59(20):11319-11329.
[6] Liou,Chian-Jiun,et al.Long-term oral administration of Gynostemma pentaphyllum extract attenuates airway inflammation and Th2 cell activities in ovalbumin-sensitized mice[J].Food and Chemical Toxicology,2010,48(10),2592-2598.
[7]洪秀云.绞股蓝皂苷的提取、分离纯化及抗氧化作用的研究[D].华南理工大学(中国广州).2012.
[8] Razmovski-Naumovski,V.,Huang,T.H.-W.,Tran,V.H.,Li,G.Q.,Duke,C.C.,andRoufogalis,B.D.(2005).Chemistryand pharmacology of Gynostemma pentaphyllum.Phytochemistry Reviews 4,197-219.
[9] Xie,Zhuohong,et al.Chemical composition and anti-proliferative and anti-inflammatory effects of the leaf and whole-plant samples of diploid and tetraploid Gynostemma pentaphyllum(Thunb.)Makino[J].Food Chemistry,2012,132(1):125-133.
[10] Sungeun Ahn,Muhammad Hanif Siddiqi,Hae-Yong Noh,等.人参皂苷对脂多糖诱导RAW 264.7细胞的抗炎活性(英文)[J].Science Bulletin,2015(8).
[11]刘晶,潘晓华,宋珍,等.牛蒡低聚果糖对脂多糖诱导下RAW264.7细胞炎症模型的抗炎作用[J].山东大学学报(医学版),2012,50(12):41-46.
[2]田耀平.绞股蓝药材的品种来源及资源分布[J].铜仁职业技术学院学报(自然科学版),2008,6(6):15-16.
[3] Megalli,Samer,et al.Phytopreventative anti-hyperlipidemic effects of Gynostemma pentaphyllum in rats[J].Journal of Pharmaceutical Sciences,2005,8(3),507-515.
[4] Norberg,?ke,et al.A novel insulin-releasing substance,phanoside,from the plant Gynostemma pentaphyllum[J].Journal of Biological Chemistry,2004,279(40):41361-41367.
[5] Cheng,Tse-Chou,et al.Antiproliferation effect and apoptosis mechanism of prostate cancer cell PC-3 by flavonoids and saponins prepared from Gynostemma pentaphyllum[J].Journal of Agricultural and Food Chemistry.2011,59(20):11319-11329.
[6] Liou,Chian-Jiun,et al.Long-term oral administration of Gynostemma pentaphyllum extract attenuates airway inflammation and Th2 cell activities in ovalbumin-sensitized mice[J].Food and Chemical Toxicology,2010,48(10),2592-2598.
[7]洪秀云.绞股蓝皂苷的提取、分离纯化及抗氧化作用的研究[D].华南理工大学(中国广州).2012.
[8] Razmovski-Naumovski,V.,Huang,T.H.-W.,Tran,V.H.,Li,G.Q.,Duke,C.C.,andRoufogalis,B.D.(2005).Chemistryand pharmacology of Gynostemma pentaphyllum.Phytochemistry Reviews 4,197-219.
[9] Xie,Zhuohong,et al.Chemical composition and anti-proliferative and anti-inflammatory effects of the leaf and whole-plant samples of diploid and tetraploid Gynostemma pentaphyllum(Thunb.)Makino[J].Food Chemistry,2012,132(1):125-133.
[10] Sungeun Ahn,Muhammad Hanif Siddiqi,Hae-Yong Noh,等.人参皂苷对脂多糖诱导RAW 264.7细胞的抗炎活性(英文)[J].Science Bulletin,2015(8).
[11]刘晶,潘晓华,宋珍,等.牛蒡低聚果糖对脂多糖诱导下RAW264.7细胞炎症模型的抗炎作用[J].山东大学学报(医学版),2012,50(12):41-46.